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The term originated in pickpocket slang of the late 19th and early 20th century. The "kick" was the front side pocket of a pair of trousers, and it was known as the pocket safest from theft. Thus, by analogy, a "side-kick" was a person's closest companion.[1][2]

A humorous folk etymology refers to the sidekick's accomplishments being "kicked to the side" or otherwise ignored in favor of the more charismatic lead hero.[citation needed]

Sidekicks can fulfill one or multiple functions, such as a counterpoint to the hero,[4] an alternate point of view, or knowledge, skills, or anything else the hero does not have. They often function as comic relief,[4] and/or the straight man to the hero's comedic actions. A sidekick can also be a character to whom the audience can more easily relate than the hero, or whom the audience can imagine themselves as being (such as teen sidekicks).[3] And by asking questions of the hero, or giving the hero someone to talk to, the sidekick provides an opportunity for the author to provide exposition, thereby filling the same role as a Greek chorus.

Sidekicks frequently serve as an emotional connection, especially when the hero is depicted as detached and distant, traits which might make it difficult to like the hero.[3] The sidekick is often the confidant who knows the main character better than anyone else, and gives a convincing reason to like the hero. Although Sherlock Holmes was portrayed as a difficult man to know, his friendship with Dr. Watson convinces the reader that Holmes is a good person. The Left Hand of Vampire Hunter D, being mentally linked to the reticent protagonist, often reveals thoughts, feelings, and the physical condition of his host, as well as background elements of the story.

The apparent stupidity of some comedy sidekicks is often used to make a non-intellectual hero look intelligent. Similarly, a flamboyant or effeminate sidekick may make an otherwise unimposing hero look more masculine. And a strong, silent and modest hero may have his fighting qualities revealed to the other characters and the audience by a talkative sidekick.

While many sidekicks are used for comic relief, there are other sidekicks who are less outrageous than the heroes they pledge themselves to, and comedy derived from the hero can often be amplified by the presence or reaction of the sidekick. Examples include Porky Pig, who is more sensible and calmer than Daffy Duck in later short films; similarly, Sancho Panza is more rational than Don Quixote.

It is typical for the character and sidekick to be of the same gender — otherwise the term "sidekick" is replaced with "partner" or "companion". Whenever there is a team of more than two characters, the term sidekick is generally reserved for another team member of the same sex. It is rare for the relationship between a character and an opposite-sex sidekick to lack romantic or sexual overtones of any kind — though there are examples, like Modesty Blaise and Willie Garvin, and Batman and Robin. The original Doctor Who series intentionally avoided any explicit onscreen indications of romantic or sexual attraction between The Doctor and his female companions. (See the discussion of comic books' teenage sidekicks below.)

While unusual, it is not unheard of for a sidekick to be more attractive, charismatic, or physically capable than the supposed hero. This is most typically encountered when the hero's appeal is more intellectual rather than sexual. Such heroes (usually fictional sleuths and scientists) are often middle-aged or older and tend towards eccentricity. Such protagonists may, due to either age or physical unsuitability, be limited to cerebral conflicts, while leaving the physical action to a younger or more physically capable sidekick. This type of sidekick is rarely encountered in fiction, because the hero runs the risk of being upstaged by them. However, examples of successful such pairings include Inspector Morse and his sidekick Detective Sergeant Robbie Lewis, Nero Wolfe and his sidekick Archie Goodwin, Hiro Nakamura and his sidekick Ando Masahashi, and Miles Vorkosigan and his sidekick cousin Ivan Vorpatril. In other media, The Green Hornet's sidekick, Kato, has (especially since the 1960s television series with Bruce Lee) been depicted as a capable man of action, for instance in martial arts. The earliest Doctor Who serials, particularly during the First Doctor era, had young male companions who were capable of the physical action that the elderly William Hartnell was not. This became more important as Hartnell's health declined during his tenure as The Doctor. This was not an issue with the following Doctors as they were cast with significantly younger actors.

In certain cases a sidekick can grow out of their role of second fiddle to the hero, and become a hero in their own right. Dick Grayson is one such example, having outgrown the mantle of Robin when he was under Batman and taken up the new identity of Nightwing. Grayson has more recently succeeded his mentor and taken on the costumed identity of Batman himself. Another example is the popular comic-strip soldier of fortune Captain Easy, who started as the two-fisted sidekick of the scrawny eponymous hero of the strip Wash Tubbs.

A Cartoon Network mini-story featured a "sidekicks bar" which had various cartoon sidekicks such as Robin the Boy Wonder discussing how important a sidekick is to the story, giving an example of how Porky Pig's career even became better as a sidekick. The ego-driven Chicken of Cow and Chicken used these examples to lay claim to being a "co-star" instead of a sidekick.

A news article in the English-language China Post in Taiwan described the vice-presidential candidate in the upcoming January 2012 national elections as the incumbent president's "sidekick", but this was perhaps a poor translation from the original Chinese.

A villain's supporters are normally called henchmen, minions, or lackeys, not sidekicks. While this is partially a convention in terminology, it also reflects that few villains are capable of bonds of friendship and loyalty, which are normal in the relationship between a hero and sidekick. This may also be due to the different roles in fiction of the protagonist and the antagonist: whereas a sidekick is a relatively important character due to his or her proximity to the protagonist, and so will likely be a developed character, the role of a henchman is to act as cannon-fodder for the hero and his sidekick. As a result, henchmen tend to be anonymous, disposable characters, existing for the sole purpose of illustrating the protagonists' prowess as they defeat them.

In fiction, the term "sidekick" commonly refers to assistants to crime-fighting heroes. However, sidekicks do not necessarily accompany a crime-fighter, such as Leporello, Don Giovanni's servant in the 1787 opera. Villains can also have sidekicks, who are usually portrayed as less brilliant or lacking Machiavellian skills. The sidekick has the literary function of playing against the hero, often contrasting in skill, or performing functions not suited to the hero.

In 1940 DC Comics introduced comics' first teenage sidekick, Robin the Boy Wonder, created to soften the dark tone of the Batman comics and make the Dark Knight more attractive to younger readers.[5] Robin's instant popularity spawned a host of imitations, including such iconic characters as Bucky, Toro, Sandy the Golden Boy, and Speedy. (Stripesy was the exception to the rule: an adult sidekick to a teen hero, the Star-Spangled Kid. Another unusual sidekick pairing was the Blonde Bomber [a.k.a. Honey Blake], a newsreel camerawoman, chemist, and crime-fighter with a male sidekick named Jimmy Slapso.)[6]

The prevalence of so many adult male superheroes and their teenage "wards" caused some observers to look askance at the trend. Psychologist Fredric Wertham decided that the phenomenon was a landmine of hidden and repressed Freudian issues, and that a sidekick's participation in violent encounters alongside his hero masked a sexual subtext.[5] In 1954, Wertham's book Seduction of the Innocent coincided with Congressional hearings on (among other topics) the negative influence of comic books. For a time, superhero comics lost their popularity, and many teenage sidekicks faded into obscurity. (Rick Veitch's graphic novel Brat Pack, and issues of Alan Moore's Top 10, directly address the seamy, exploitative, and potentially pedophilia-related aspects of the adult hero-teen sidekick relationship.)

Most of the Golden Age and Silver Age sidekicks have subsequently evolved into mature heroes in their own right or have been killed off; and in the 1980s, 1990s, and 2000s, some new sidekicks have come into being. Certain heroes seem to attract serial sidekicks, notably Batman, Captain America, and The Flash. There have been at least five iterations of Robin; while Captain America has had a diverse array of sidekick successors to Bucky, including the Falcon, Demolition Man, Free Spirit, and Jack Flag.

Conversely, the character Rick Jones is virtually a "sidekick-for-hire," having assisted a number of different heroes during his career, starting with the Hulk, moving onto Captain America (when he briefly became the second Bucky), then the first Captain Marvel, Rom Spaceknight, and finally the third Captain Marvel (Genis).

In the seventh episode of the 1994 animated series The Tick, the heroes take a night to relax at a local superhero nightclub. But when they arrive, Arthur is promptly escorted to the Sidekick Lounge, a small shack behind the club, where he meets several other sidekicks who spend the night lamenting their second-fiddle lot in life.